Advanced Search

Citation: LI Jing, ZHU Cheng-Cheng, HE Wei-Jiang. A Turn-on pH Fluorescent Probe Based on NBD-NH2 Fluorophore and Its pHi Imaging Application[J]. Chinese Journal of Inorganic Chemistry, ;2013, 29(12): 2528-2534. doi: 10.3969/j.issn.1001-4861.2013.00.396 shu

A Turn-on pH Fluorescent Probe Based on NBD-NH2 Fluorophore and Its pHi Imaging Application

  • 1.

    State Key Laboratory of Coordination Chemistry, School of Chemistry andChemical Engineering, Nanjing University, Nanjing 210093, China

  • Received Date: 20 May 2013
    Available Online: 16 July 2013

    Fund Project: 国家自然科学基金(No.21271100) (No.21271100)国家重点基础研究发展计划(No.2011CB935800)资助项目。 (No.2011CB935800)

  • A fluorescent probe of PET mechanism, NBD-Py, was constructed by coupling fluorophore NBD-NH2 with a proton receptor N-(4-pyridylmethyl) ethylene diamine. This probe displays the pH decrease-induced emission enhancement in pH range from 5.0 to 8.5, with a pKa of 6.48. This sensing behavior is reversible and not interfered by normal intracellular metal cations such as Na+, K+, Ca2+, Mg2+ and other transition metal cations. Comparison between the pH sensing behaviors of NBD-Py and its analogue without the N-(4-pyridyl)methyl group disclosed that the pyridylmethyl group is essential its pH sensing ability for weak acidic and near neutral pH, which is important for cell biology. Confocal imaging in HeLa cells confirmed the pHi imaging ability and the lysosome-targetability of NBD-Py, which is valuable for lysosome cell biology.
  • 加载中
    1. [1]

      [1](a) Gottlieb R A, Giesing H A, Zhu J Y, et al. Proc. Natl. Acad. Sci., 1995, 92:5965-5968

    2. [2]

      (b) Gottlieb R A, Dosanjh A. Proc. Natl. Acad. Sci. U. S. A., 1996, 93:3587-3588

    3. [3]

      [2] Yuli I, Oplatka A. Science., 1987, 235:340-342

    4. [4]

      [3](a) Liang E, Liu P, Dinh S. Int. J. Pharm., 2007, 338:104-109

    5. [5]

      (b) Montrose M H, Friedrich T, Murer H. J. Membr. Biol., 1987, 97:63-78

    6. [6]

      [4](a) Donoso P, Beltran M, Hidalgo C. Biochemistry, 1996, 35: 13419-13425

    7. [7]

      (b) Hille C, Walz B. J. Exp. Biol., 2008, 211:568-576

    8. [8]

      [5](a) Tang B, Yu F, Li P, et al. J. Am. Chem. Soc., 2009, 131: 3016-3023

    9. [9]

      (b) Zhu H, Fan J L, Xu Q L, et al. Chem. Commun., 2012, 48:11766-11768

    10. [10]

      [6](a) Hecht M, Kraus W, Rurack K. Analyst., 2013, 138:325-332

    11. [11]

      (b) WANG Yan-Wei (王艳玮), LI Min (李敏), SHEN Zhen (沈 珍), et al. Chinese J. Inorg. Chem. (Wuji Huaxue Xuebao), 2008, 24:1247-1252

    12. [12]

      [7] Hutt J T, Jo J, Olasz A, et al. Org. Lett., 2012, 14:3162-3165

    13. [13]

      [8] Hecht M, Krausb W, Rurack K. Analyst., 2013, 138:325-332

    14. [14]

      [9](a) LIU Chao (刘超), SUN Hui (孙辉), YANG Xiao-Liang (杨晓 亮), et al. Chinese J. Inorg. Chem. (Wuji Huaxue Xuebao), 2011, 27:2121-2127

    15. [15]

      (b) Percivalle C, Mahmood T, Ladame S. Med. Chem. Commun., 2013, 4:211-215

    16. [16]

      [10] de Silva A P, Gunaratne H Q N, Gunnlaugsson T, et al. Chem. Rev., 1997, 97:1515-1566

    17. [17]

      [11] Ishiguro K, Ando T, Goto H. Biotechniques, 2008, 45:465-468

    18. [18]

      [12](a) Andrews W W, Hill F C, Allison W S. J. Biol. Chem., 1984, 259:14378-14382

    19. [19]

      (b) Santa T, Matsumura D, Huang C Z, et al. Biomed. Chromatogr., 2002, 16:523-528

    20. [20]

      [13] Wang Q, Lawrence D S. J. Am. Chem. Soc., 2005, 127:7684-7685

    21. [21]

      [14] Qian F, Zhang C L, Zhang Y M, et al. J. Am. Chem. Soc., 2009, 131:1460-1468

    22. [22]

      [15](a) Kim S H, Youn N J, Park J Y, et al. Bull. Korean Chem. Soc., 2006, 27:1553-1556

    23. [23]

      (b) WANG Pi (王丕), CHEN Ma-Liang (陈马亮), GUO Wei (郭 炜). J. Shanxi Univ.: Nat. Sci. Ed (Shangxi Daxue Xuebao: Ziran Kexue Ban), 2011, 34:73-76

    24. [24]

      [16] Taliani S, Simorini F, Sergianni V, et al. J. Med. Chem., 2007, 50:404-407

    25. [25]

      [17] Bissell R A, de Silva A P, de Silva S A, et al. J. Chem. Soc. Perkin Trans., 1992, 2:1559-1564

    26. [26]

      [18] HE Juan (何娟), CHANG Jun-Biao (常俊标), CHEN Rong-Feng (陈荣峰), et al. Chin. J. Pharmaceut. (Zhongguo Yiyao Huagong Zazhi), 2012, 33:425-426

    27. [27]

      [19] Wang K, Cui J, Xie L, et al. Heteroatom Chemistry, 2009, 20:418-424

    28. [28]

      [20] Parker C A, Rees W T. Analyst, 1960, 85:587-600

    29. [29]

      [21] Lakowicz J R. Principle of Fluorescence Spectroscopy. New York: Klumer Academic, 1999:52-53

    30. [30]

      [22] Thomas J A, Buchsbaum R N, Zimniak A, et al. Biochemis-try, 1979, 18:2210-2218

    31. [31]

      [23](a) Henderson L J. Am. J. Physiol., 1908, 21:173-179

    32. [32]

      (b) Hasselbalch K A. Biochem. Z, 1917, 78:112-144

  • 加载中
    1. [1]

      Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154

    2. [2]

      Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb2+ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240

    3. [3]

      Yu SU , Xinlian FAN , Yao YIN , Lin WANG . From synthesis to application: Development and prospects of InP quantum dots. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2105-2123. doi: 10.11862/CJIC.20240126

    4. [4]

      Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093

    5. [5]

      Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu2+. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150

    6. [6]

      Yuan ZHU , Xiaoda ZHANG , Shasha WANG , Peng WEI , Tao YI . Conditionally restricted fluorescent probe for Fe3+ and Cu2+ based on the naphthalimide structure. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 183-192. doi: 10.11862/CJIC.20240232

    7. [7]

      Shuwen SUN , Gaofeng WANG . Design and synthesis of a Zn(Ⅱ)-based coordination polymer as a fluorescent probe for trace monitoring 2, 4, 6-trinitrophenol. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 753-760. doi: 10.11862/CJIC.20240399

    8. [8]

      Jiakun BAI , Ting XU , Lu ZHANG , Jiang PENG , Yuqiang LI , Junhui JIA . A red-emitting fluorescent probe with a large Stokes shift for selective detection of hypochlorous acid. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1095-1104. doi: 10.11862/CJIC.20240002

    9. [9]

      Zhaoxin LI , Ruibo WEI , Min ZHANG , Zefeng WANG , Jing ZHENG , Jianbo LIU . Advancements in the construction of inorganic protocells and their cell mimic and bio-catalytical applications. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2286-2302. doi: 10.11862/CJIC.20240235

    10. [10]

      Shuyu Liu ,  Xiaomin Sun ,  Bohan Song ,  Gaofeng Zeng ,  Bingbing Du ,  Chongshen Guo ,  Cong Wang ,  Lei Wang . Design and Fabrication of Phospholipid-Vesicle-based Artificial Cells towards Biomedical Applications. University Chemistry, 2024, 39(11): 182-188. doi: 10.12461/PKU.DXHX202404113

    11. [11]

      Shipeng WANG , Shangyu XIE , Luxian LIANG , Xuehong WANG , Jie WEI , Deqiang WANG . Piezoelectric effect of Mn, Bi co-doped sodium niobate for promoting cell proliferation and bacteriostasis. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1919-1931. doi: 10.11862/CJIC.20240094

    12. [12]

      Peng GENG , Guangcan XIANG , Wen ZHANG , Haichuang LAN , Shuzhang XIAO . Hollow copper sulfide loaded protoporphyrin for photothermal-sonodynamic therapy of cancer cells. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1903-1910. doi: 10.11862/CJIC.20240155

    13. [13]

      Di WU , Ruimeng SHI , Zhaoyang WANG , Yuehua SHI , Fan YANG , Leyong ZENG . Construction of pH/photothermal dual-responsive delivery nanosystem for combination therapy of drug-resistant bladder cancer cell. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1679-1688. doi: 10.11862/CJIC.20240135

    14. [14]

      Xinyu ZENG , Guhua TANG , Jianming OUYANG . Inhibitory effect of Desmodium styracifolium polysaccharides with different content of carboxyl groups on the growth, aggregation and cell adhesion of calcium oxalate crystals. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1563-1576. doi: 10.11862/CJIC.20230374

    15. [15]

      Jinghan ZHANG , Guanying CHEN . Progress in the application of rare-earth-doped upconversion nanoprobes in biological detection. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2335-2355. doi: 10.11862/CJIC.20240249

    16. [16]

      Yang Wang ,  Yunpeng Fu ,  Xiaoji Liu ,  Guotao Zhang ,  Guobin Li ,  Wanqiang Liu ,  Jinglun Wang . Structural Analysis of Nitrile Solutions Based on Infrared Spectroscopy Probes. University Chemistry, 2025, 40(4): 367-374. doi: 10.12461/PKU.DXHX202406113

    17. [17]

      Yan ZHAO , Xiaokang JIANG , Zhonghui LI , Jiaxu WANG , Hengwei ZHOU , Hai GUO . Preparation and fluorescence properties of Eu3+-doped CaLaGaO4 red-emitting phosphors. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1861-1868. doi: 10.11862/CJIC.20240242

    18. [18]

      Xinyu Liu ,  Weiran Hu ,  Zhengkai Li ,  Wei Ji ,  Xiao Ni . Algin Lab: Surging Luminescent Sea. University Chemistry, 2024, 39(5): 396-404. doi: 10.3866/PKU.DXHX202312021

    19. [19]

      Qi Wang ,  Yicong Gao ,  Feng Lu ,  Quli Fan . Preparation and Performance Characterization of the Second Near-Infrared Phototheranostic Probe: A New Design and Teaching Practice of Polymer Chemistry Comprehensive Experiment. University Chemistry, 2024, 39(11): 342-349. doi: 10.12461/PKU.DXHX202404141

    20. [20]

      Chun-Lin Sun ,  Yaole Jiang ,  Yu Chen ,  Rongjing Guo ,  Yongwen Shen ,  Xinping Hui ,  Baoxin Zhang ,  Xiaobo Pan . Construction, Performance Testing, and Practical Applications of a Home-Made Open Fluorescence Spectrometer. University Chemistry, 2024, 39(5): 287-295. doi: 10.3866/PKU.DXHX202311096

Get Citation
PDF
XML
Metrics
  • PDF Downloads(0)
  • Abstract views(554)
  • HTML views(86)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return